N-Acyl 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) tetraphenylborate salts as O-acylating agents

TETRAHEDRON LETTERS

卷:53

Article

Taylor, James E.¹  Williams, Jonathan M. J.¹  Bull, Steven D.¹ 

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

关键词: Acylation;    Alcohol;    Ester;    DBN;    Tetraphenylborate;   

DOI  :  10.1016/j.tetlet.2012.05.108

来源: Elsevier

【 摘 要 】

Air-stable and crystalline N-acyl DBN tetraphenylborate salts have been shown to be effective O-acylating agents, reacting with both primary and secondary alcohols to give the corresponding esters in good yields. In the case of diols, the N-acyl DBN-BPh4 salts have been shown to acylate regioselectively the primary alcohol functionality in the presence of a secondary alcohol. The DBN hydrotetraphenylborate side product can be readily removed by filtration, providing the ester products without the need for further purification. (C) 2012 Elsevier Ltd. All rights reserved.

【 授权许可】

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